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Methanol → 4-Bromo-3-chlorosulfonyl-benzoic acid methyl ester

HRID 523638
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HRID 523638 반응식
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[S:11]([Cl:14])(=[O:13])=[O:12].O=S(Cl)Cl.[CH3:19]O>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:19])=[O:7])=[CH:4][C:3]=1[S:11]([Cl:14])(=[O:12])=[O:13]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 37373734-Bromo-3-(chlorosulfonyl)benzoic acid

생성물 1

HCID 194291974-Bromo-3-chlorosulfonyl-benzoic acid methyl ester수율 100%

반응 조건

온도
80 °C

실험 절차

A mixture of 4-bromo-3-chlorosulfonyl-benzoic acid (6.90 g, 23.04 mmol, 1.00 Eq) in SOCl2 (27.41 g, 230.40 mmol, 10.00 Eq) was stirred at 80° C. for 3 hr. Then the solvent was evaporated. The residue was diluted in TOLUENE (50 mL), and MeOH (959.66 mg, 29.95 mmol, 1.30 Eq) was added, the formed mixture was stirred at 110° C. for 2 hr. Solid was formed, and the solvent was evaporated, the solid was washed with PE, and filtered to afford product methyl 4-bromo-3-chlorosulfonyl-benzoate (7.22 g, 23.03 mmol, 99.94% yield) as white solid.

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후처리

  1. customThen the solvent was evaporated
  2. additionThe residue was diluted in TOLUENE (50 mL)
  3. stirringthe formed mixture was stirred at 110° C. for 2 hr
  4. customSolid was formed
  5. customthe solvent was evaporated
  6. washthe solid was washed with PE
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-11a3d0d46596447398dca54f9bc53acb
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09339510B2

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